US5330672A - Fabric care composition comprising water soluble or water-dispersible copolymer containing UV-absorbing monomer - Google Patents
Fabric care composition comprising water soluble or water-dispersible copolymer containing UV-absorbing monomer Download PDFInfo
- Publication number
- US5330672A US5330672A US08/070,033 US7003393A US5330672A US 5330672 A US5330672 A US 5330672A US 7003393 A US7003393 A US 7003393A US 5330672 A US5330672 A US 5330672A
- Authority
- US
- United States
- Prior art keywords
- alkyl
- group
- composition according
- water
- sodium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000000203 mixture Substances 0.000 title claims abstract description 100
- 239000000178 monomer Substances 0.000 title claims abstract description 63
- 229920001577 copolymer Polymers 0.000 title claims abstract description 55
- 239000004744 fabric Substances 0.000 title claims abstract description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 23
- -1 alkali metal sulfonate Chemical class 0.000 claims description 77
- 229920000642 polymer Polymers 0.000 claims description 57
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 28
- 229920001223 polyethylene glycol Polymers 0.000 claims description 25
- 239000003599 detergent Substances 0.000 claims description 24
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 9
- 229910052783 alkali metal Inorganic materials 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000002736 nonionic surfactant Substances 0.000 claims description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 8
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims description 8
- 239000011734 sodium Substances 0.000 claims description 8
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- 239000003945 anionic surfactant Substances 0.000 claims description 7
- LZXXNPOYQCLXRS-UHFFFAOYSA-N methyl 4-aminobenzoate Chemical compound COC(=O)C1=CC=C(N)C=C1 LZXXNPOYQCLXRS-UHFFFAOYSA-N 0.000 claims description 7
- 239000004094 surface-active agent Substances 0.000 claims description 7
- 239000007859 condensation product Substances 0.000 claims description 6
- 150000002148 esters Chemical group 0.000 claims description 6
- 229920001296 polysiloxane Polymers 0.000 claims description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000000344 soap Substances 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- 239000004115 Sodium Silicate Substances 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 150000003973 alkyl amines Chemical class 0.000 claims description 4
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 4
- 150000003863 ammonium salts Chemical class 0.000 claims description 4
- 229920001400 block copolymer Polymers 0.000 claims description 4
- 229910021538 borax Inorganic materials 0.000 claims description 4
- 239000000872 buffer Substances 0.000 claims description 4
- 239000003093 cationic surfactant Substances 0.000 claims description 4
- 239000002979 fabric softener Substances 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
- 239000011976 maleic acid Substances 0.000 claims description 4
- 150000003335 secondary amines Chemical class 0.000 claims description 4
- 229910052911 sodium silicate Inorganic materials 0.000 claims description 4
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 claims description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 125000001165 hydrophobic group Chemical group 0.000 claims description 3
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical class C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 3
- 239000002563 ionic surfactant Substances 0.000 claims description 3
- 235000021317 phosphate Nutrition 0.000 claims description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 3
- 150000003141 primary amines Chemical class 0.000 claims description 3
- 235000012217 sodium aluminium silicate Nutrition 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 239000001509 sodium citrate Substances 0.000 claims description 3
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 3
- 235000011152 sodium sulphate Nutrition 0.000 claims description 3
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 3
- 150000003512 tertiary amines Chemical class 0.000 claims description 3
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 claims description 3
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- CFPOJWPDQWJEMO-UHFFFAOYSA-N 2-(1,2-dicarboxyethoxy)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)OC(C(O)=O)CC(O)=O CFPOJWPDQWJEMO-UHFFFAOYSA-N 0.000 claims description 2
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- 108091005804 Peptidases Proteins 0.000 claims description 2
- 102000035195 Peptidases Human genes 0.000 claims description 2
- 239000004902 Softening Agent Substances 0.000 claims description 2
- 229920002125 Sokalan® Polymers 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims description 2
- 150000005215 alkyl ethers Chemical class 0.000 claims description 2
- 239000001099 ammonium carbonate Substances 0.000 claims description 2
- 235000012501 ammonium carbonate Nutrition 0.000 claims description 2
- 239000002216 antistatic agent Substances 0.000 claims description 2
- 229940077388 benzenesulfonate Drugs 0.000 claims description 2
- HXDRSFFFXJISME-UHFFFAOYSA-N butanedioic acid;2,3-dihydroxybutanedioic acid Chemical compound OC(=O)CCC(O)=O.OC(=O)C(O)C(O)C(O)=O HXDRSFFFXJISME-UHFFFAOYSA-N 0.000 claims description 2
- 239000004202 carbamide Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 235000015424 sodium Nutrition 0.000 claims description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 claims description 2
- 229940095064 tartrate Drugs 0.000 claims description 2
- 239000010457 zeolite Substances 0.000 claims description 2
- 101150108015 STR6 gene Proteins 0.000 claims 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 claims 1
- 239000002752 cationic softener Substances 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 27
- FWBHETKCLVMNFS-UHFFFAOYSA-N 4',6-Diamino-2-phenylindol Chemical compound C1=CC(C(=N)N)=CC=C1C1=CC2=CC=C(C(N)=N)C=C2N1 FWBHETKCLVMNFS-UHFFFAOYSA-N 0.000 description 22
- 229920000728 polyester Polymers 0.000 description 18
- 239000002689 soil Substances 0.000 description 18
- 229960004050 aminobenzoic acid Drugs 0.000 description 13
- 230000002209 hydrophobic effect Effects 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 12
- 238000005562 fading Methods 0.000 description 12
- 230000005661 hydrophobic surface Effects 0.000 description 11
- 230000005855 radiation Effects 0.000 description 9
- 239000006096 absorbing agent Substances 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 229920000139 polyethylene terephthalate Polymers 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 125000000129 anionic group Chemical group 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 239000005020 polyethylene terephthalate Substances 0.000 description 6
- 239000003981 vehicle Substances 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- 239000012736 aqueous medium Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 238000010348 incorporation Methods 0.000 description 4
- 239000000516 sunscreening agent Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000005388 borosilicate glass Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 238000001055 reflectance spectroscopy Methods 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- 230000000475 sunscreen effect Effects 0.000 description 3
- 239000000271 synthetic detergent Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 229910052724 xenon Inorganic materials 0.000 description 3
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 3
- MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical group O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical group NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 239000000022 bacteriostatic agent Substances 0.000 description 2
- 235000013405 beer Nutrition 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- 150000008366 benzophenones Chemical class 0.000 description 2
- 230000008033 biological extinction Effects 0.000 description 2
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 108010020132 microbial serine proteinases Proteins 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- 150000003873 salicylate salts Chemical group 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 229940048842 sodium xylenesulfonate Drugs 0.000 description 2
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- NGSWKAQJJWESNS-ZZXKWVIFSA-N trans-4-coumaric acid Chemical group OC(=O)\C=C\C1=CC=C(O)C=C1 NGSWKAQJJWESNS-ZZXKWVIFSA-N 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- ARVUDIQYNJVQIW-UHFFFAOYSA-N (4-dodecoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 ARVUDIQYNJVQIW-UHFFFAOYSA-N 0.000 description 1
- RYRZSXJVEILFRR-UHFFFAOYSA-N 2,3-dimethylterephthalic acid Chemical group CC1=C(C)C(C(O)=O)=CC=C1C(O)=O RYRZSXJVEILFRR-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- XFDUHJPVQKIXHO-UHFFFAOYSA-N 3-aminobenzoic acid Chemical class NC1=CC=CC(C(O)=O)=C1 XFDUHJPVQKIXHO-UHFFFAOYSA-N 0.000 description 1
- 229940086681 4-aminobenzoate Drugs 0.000 description 1
- VSCADKGMBQAGNC-UHFFFAOYSA-N 4-aminobenzoyl chloride;hydrochloride Chemical compound Cl.NC1=CC=C(C(Cl)=O)C=C1 VSCADKGMBQAGNC-UHFFFAOYSA-N 0.000 description 1
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 description 1
- 229910017895 Sb2 O3 Inorganic materials 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229960000250 adipic acid Drugs 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 229940064734 aminobenzoate Drugs 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000011648 beta-carotene Substances 0.000 description 1
- 235000013734 beta-carotene Nutrition 0.000 description 1
- 150000001579 beta-carotenes Chemical class 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical class C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- JBTHDAVBDKKSRW-UHFFFAOYSA-N chembl1552233 Chemical compound CC1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 JBTHDAVBDKKSRW-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- VUJGKADZTYCLIL-YHPRVSEPSA-L disodium;5-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-[(e)-2-[4-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-sulfonatophenyl]ethenyl]benzenesulfonate Chemical compound [Na+].[Na+].C=1C=C(\C=C\C=2C(=CC(NC=3N=C(N=C(NC=4C=CC=CC=4)N=3)N3CCOCC3)=CC=2)S([O-])(=O)=O)C(S(=O)(=O)[O-])=CC=1NC(N=C(N=1)N2CCOCC2)=NC=1NC1=CC=CC=C1 VUJGKADZTYCLIL-YHPRVSEPSA-L 0.000 description 1
- YJHDFAAFYNRKQE-YHPRVSEPSA-L disodium;5-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-[(e)-2-[4-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-sulfonatophenyl]ethenyl]benzenesulfonate Chemical compound [Na+].[Na+].N=1C(NC=2C=C(C(\C=C\C=3C(=CC(NC=4N=C(N=C(NC=5C=CC=CC=5)N=4)N(CCO)CCO)=CC=3)S([O-])(=O)=O)=CC=2)S([O-])(=O)=O)=NC(N(CCO)CCO)=NC=1NC1=CC=CC=C1 YJHDFAAFYNRKQE-YHPRVSEPSA-L 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 229960004756 ethanol Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 150000005452 ethyl sulfates Chemical class 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920006294 polydialkylsiloxane Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 235000021309 simple sugar Nutrition 0.000 description 1
- 229910021647 smectite Inorganic materials 0.000 description 1
- HELHAJAZNSDZJO-OLXYHTOASA-L sodium L-tartrate Chemical compound [Na+].[Na+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O HELHAJAZNSDZJO-OLXYHTOASA-L 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940079842 sodium cumenesulfonate Drugs 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 239000001433 sodium tartrate Substances 0.000 description 1
- 229960002167 sodium tartrate Drugs 0.000 description 1
- 235000011004 sodium tartrates Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- QEKATQBVVAZOAY-UHFFFAOYSA-M sodium;4-propan-2-ylbenzenesulfonate Chemical compound [Na+].CC(C)C1=CC=C(S([O-])(=O)=O)C=C1 QEKATQBVVAZOAY-UHFFFAOYSA-M 0.000 description 1
- MZSDGDXXBZSFTG-UHFFFAOYSA-M sodium;benzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC=C1 MZSDGDXXBZSFTG-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 101150035983 str1 gene Proteins 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229940073450 sudan red Drugs 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 description 1
- PMOWTIHVNWZYFI-AATRIKPKSA-N trans-2-coumaric acid Chemical compound OC(=O)\C=C\C1=CC=CC=C1O PMOWTIHVNWZYFI-AATRIKPKSA-N 0.000 description 1
- KKSDGJDHHZEWEP-SNAWJCMRSA-N trans-3-coumaric acid Chemical compound OC(=O)\C=C\C1=CC=CC(O)=C1 KKSDGJDHHZEWEP-SNAWJCMRSA-N 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- 150000003712 vitamin E derivatives Chemical class 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/44—Polyester-amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3715—Polyesters or polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3719—Polyamides or polyimides
Definitions
- the subject invention relates to fabric care compositions comprising novel water-dispersible or water-soluble copolymers which contain at least one UV-absorbing monomer and one hydrophilic monomer component.
- the copolymers used in these compositions may optionally contain a hydrophobic monomer component (i.e., if you have a water-soluble UV absorber, then you need hydrophobic groups to ensure it adsorbs).
- the compositions of the invention provide anti-fading and soil release benefits. Because of their UV absorbancy, the copolymers used in the composition of the invention could also be used in sunscreen compositions.
- the copolymers may also be used in other compositions such as may be recognized by those skilled in the art.
- UV light induced fading of fabric is a major concern to those residing in areas of high solar intensity.
- a fabric care composition comprising an agent which could provide protection from solar ultraviolet radiation and thereby retard the rate of garment fading would therefore prove most useful to consumers living in tropical and sub-tropical climates.
- compositions comprising a UV absorbing monomer in combination with a hydrophilic monomer (which both delivers the copolymer into an aqueous system and also provides soil-release effect) are unknown.
- poly(ethylene terephthalate/poly(ethylene glycol) copolymers absorb onto hydrophobic surfaces to confer soil release properties
- These materials are believed to function by hydrophilicly modifying a hydrophobic surface such as oily soil on fabric or polyester fabric itself, deterring deposition of hydrophobic soils including body sebum.
- the poly(ethylene terephthalate) unit is believed to seek and adhere to the hydrophobic surface; the poly(ethylene glycol) portion is felt to give hydrophilic character to the fabric surface as well as aid the polymer in transfer through the aqueous medium.
- UV-absorbing agents such as p-aminobenzoic acid (PABA) and its derivatives have been used for nearly half a century as UV screening agents (N. A. Shaath in “Sunscreens: Development, Evaluation, and Regulatory Aspects,” N. J. Lowe and N. A. Shaath, Eds., Marcel Dekker, Inc., New York, 1990 ).
- PABA p-aminobenzoic acid
- UV sunscreen agents such as PABA, however, are generally water-insoluble and there appears to be no teaching of combining such agents in carriers such that they may be used in fabric cleaning compositions.
- N-phenylphthalisimides as ultraviolet radiation [check] absorbers for cotton, wool, polyester, and rayon fabric. Again, these compounds are unrelated to the copolymers used in the compositions of the invention. Further, an aqueous sulfuric acid vehicle is required for deposition.
- Japanese Patent Jpn. Kokai Tokkyo Koho 80,137,217 (Unitika Ltd.) teaches the synthesis of poly(ethylene terephthalate)/poly( ⁇ -benzamide) copolymers for high modulus automobile tire cords.
- I. F. Osipenko, et al., Vesti Akad. Navuk BSSR, Ser. Khim. Navuk; 1:105 (1980) teach the synthesis of poly(ethylene terephthalate)/poly( ⁇ -benzamide) copolymers and that the incorporation of ⁇ -aminobenzoic acid into poly(ethylene terephthalate) improves fiber-forming properties and dye ability.
- Neither of these patents or publications mention the use of the poly( ⁇ -benzamide)-based materials as UV absorbing agents or soil-release agents, nor do these disclosures mention that the poly( ⁇ -benzamide)-based materials are water-soluble or water dispersible.
- the compound used differs from the copolymer used in the compositions of the invention, there is no teaching that a UV absorbing monomer can be delivered in an aqueous (e.g., fabric care) system, and there is no teaching or suggestion that the UV absorbing monomer can be used in a copolymer which imparts fade-resistance or soil-release properties.
- a UV absorbing monomer can be delivered in an aqueous (e.g., fabric care) system, and there is no teaching or suggestion that the UV absorbing monomer can be used in a copolymer which imparts fade-resistance or soil-release properties.
- compositions comprising copolymers containing a UV-absorbing monomer copolymerized with a hydrophilic monomer which allows the UV-absorbing polymer to be delivered in an aqueous system and simultaneously provides soil release benefits.
- compositions comprising novel water-dispersible or water-soluble copolymers which contain at least one UV-absorbing monomer and one hydrophilic monomer component.
- compositions comprising novel water dispersible or water-soluble copolymers which contain at least one UV absorbing monomer and one hydrophilic monomer.
- the copolymer may optionally contain a hydrophobic monomer component to control delivery and deposition.
- the copolymers used in the compositions of the invention are intended to achieve a balance between water-solubility such that they are soluble enough to deliver a normally insoluble UV monomer to a fabric surface yet sufficiently insoluble such that the delivered monomer can stick or adsorb onto the fabric surface.
- a hydrophobic comonomer may be used.
- the fabric care compositions in which the novel copolymers may be used may contain an alkali metal or alkanolamine soap of a C 10 -C 24 fatty acid or they may contain one or more surface active agents selected from the group consisting of anionic, nonionic, cationic, ampholytic and zwitterionic surfactants or, finally, they may contain mixtures of any of these.
- anionic synthetic detergents are salts (including sodium, potassium, ammonium and substituted ammonium salts such as mono-, di- and triethanolamine salts) of C 9 -C 20 alkylbenzenesulphonates, C 8 -C 22 primary or secondary alkanesulphonates, C 8 -C 24 olefinsulphonates, sulphonated polycarboxylic acids (prepared by sulphonation of the pyrolyzed product of alkaline earth metal citrates, e.g. as described in British Patent Specification No.
- nonionic synthetic detergents are the condensation products of ethylene oxide, propylene oxide and/or butylene oxide with C 8 -C 18 alkylphenols, C 8 -C 18 primary or secondary aliphatic alcohols, C 8 -C 18 fatty acid amides; further examples of nonionics include tertiary amine oxides with one C 8 -C 18 alkyl chain and two C 1 -C 3 alkyl chains.
- the above reference also describes further examples of nonionics.
- the average number of moles of ethylene oxide and/or propylene oxide present in the above nonionics varies from 1-30; mixtures of various nonionics, including mixtures of nonionics with a lower and a higher degree of alkoxylation, may also be used.
- nonionic surfactants are those derived from etherification of an alkyl or an alkylaryl alcohol with a reducing sugar. Particularly suitable examples are the alkyl polyglucosides described in U.S. Pat. No. 4,713,447 to Letton et al. and DE 3,827,534 (assigned to Henkel).
- a further class of nonionics particularly useful for drier sheets are the distributing agents such as those described in U.S. Pat. No. 4,421,792 to Rudy et al., hereby incorporated by reference into the subject application.
- cationic surfactants include, but are not limited to the quaternary ammonium compounds such as the monoalkyltrimethyl and dialkyldimethylammonium halides or C 1 -C 3 alkyl sulfate salts (i.e., methyl or ethyl sulfates), alkyl pyridinium salts and substituted immidazolinium species.
- quaternary ammonium compounds such as the monoalkyltrimethyl and dialkyldimethylammonium halides or C 1 -C 3 alkyl sulfate salts (i.e., methyl or ethyl sulfates), alkyl pyridinium salts and substituted immidazolinium species.
- Still other useful agents are the primary, secondary and tertiary amines and the condensation products of fatty acids with an alkyl polyamine (e.g., bis(amidoamine).
- ester linked quaternary ammonium materials of the following formula: ##STR1## wherein each R 1 group is independently selected from C 1-4 alkyl, alkenyl or hydroxyalkyl groups; each R 2 group is independently selected from C 12-24 alkyl or alkenyl groups; T is ##STR2## and n is an integer from 0-5.
- ester-linked quaternary ammonium materials are particularly preferred for use in fabric conditioners because they are more biodegradable than conventional quaternary ammonium materials.
- amphoteric or zwitterionic detergents are N-alkylamino acids, sulphobetaines, and condensation products of fatty acids with protein hydrolysates although, owing to their relatively high costs, they are usually used in combination with an anionic or a nonionic detergent.
- mixtures of the various types of active detergents may also be used, and preference is given to mixtures of an anionic and a nonionic detergent active.
- Soaps in the form of their sodium, potassium and substituted ammonium salts
- fatty acids may also be used, preferably in conjunction with an anionic and/or a nonionic synthetic detergent.
- the fabric care compositions which contain copolymers comprising UV absorbing monomers may be heavy duty detergent compositions, powdered detergent compositions, fabric softener compositions or fabric drier sheet compositions.
- the composition is a heavy duty liquid detergent composition
- a detergent-active compound wherein the detergent active compound includes 0 to 40% of an anionic surfactant selected from the group consisting of alkyl benzene sulfonates, alkyl sulfates, and alkyl ethoxy sulfates in combination with 0 to 40% of a nonionic surfactant selected from the group consisting of alcohol alkoxylates, alkyl phenol alkoxylates, alkyl polyglucosides, and alkyl glycerol ethers; and
- a detergent builder selected from the group consisting of alkali metal salts of citric acid, copolymers of acrylic and maleic acid, oxydisuccinate, tartrate monosuccinate/tartrate disuccinate, C 8 to C 18 carboxylic acids, zeolites, condensed phosphates, and combinations thereof.
- the liquid detergent composition comprises, in addition to the copolymer of the invention, the following:
- the composition is a powdered detergent composition
- a powdered detergent composition comprising. a) from 0 to about 40% anionic surfactant selected from the group consisting of alkali metal or ammonium salts of alkyl benzene sulfonates, alkyl sulfates, alkyl ether sulfates; b) from 0 to about 40% of a nonionic surfactant selected from the group consisting of alkyl alkoxylates, alkylphenol alkoxylates, alkyl polygtucosides, and alkyl glycerol ethers; c) from 5 to about 70% of a detergent builder selected from the group consisting of sodium.
- anionic surfactant selected from the group consisting of alkali metal or ammonium salts of alkyl benzene sulfonates, alkyl sulfates, alkyl ether sulfates
- tripolyphosphate sodium aluminosilicates, sodium C 8 -C 18 alkyl carboxylates, poly(acrylic) acid and copolymers of acrylic and maleic acid, alkyl ether carboxylates, citric acid and combinations thereof; d) from 2 to abut 40% of an alkalinity buffer selected from the groups consisting of sodium silicate, sodium carbonate, and organic amines; and e) from 0 to about 40% sodium sulfate.
- an alkalinity buffer selected from the groups consisting of sodium silicate, sodium carbonate, and organic amines
- the composition is a fabric softener composition comprising from 2 to about 40% of a mixture comprising: a) from 0 to about 95% of a cationic ammonium salt selected from the group consisting of alkyl or alkaryl quaternary ammonium salts, alkylpyridinium salts, and substituted imidazolinium salts; b) from 0 to about 95% of primary, secondary or tertiary amines; c) from 0 to about 95% of the condensation product of a C 8 to C 18 alkyl carboxylic acid and an alkylpolyamine; and d) from 0 to about 40% of a polysiloxane or alkyl, alkoxy, or alkylamine modified polysiloxane.
- a cationic ammonium salt selected from the group consisting of alkyl or alkaryl quaternary ammonium salts, alkylpyridinium salts, and substituted imidazolinium salts
- the composition is a fabric drier sheet comprising: a) from 5 to 40% of a fabric softening or antistatic agent selected from the group consisting of cationic alkyl or alkaryl ammonium salts, alkyl pyridinium salts, alkyl amines, clays and poly siloxanes; b) from 2 to about 90% of a dispersing agent selected from group consisting of urea, ammonium carbonate, ethoxylated alkanols, polyethylene glycols, and block copolymers of a polyethylene glycol and polypropylene glycol; and c) a backing strip or sheet carrying said composition.
- a fabric softening or antistatic agent selected from the group consisting of cationic alkyl or alkaryl ammonium salts, alkyl pyridinium salts, alkyl amines, clays and poly siloxanes
- the surfactant used in the various fabric care compositions of the invention will comprise from about 1-75% by weight of the composition, preferably from about 20-40% by weight.
- the copolymer used in the compositions of the invention may comprise from 0.01 to 10% by weight of the composition, preferably from 0.05 to 5% by weight, most preferably from 0.1-3%. It should be noted that in a standard formulation, the copolymer generally will comprise from 0.01-5%, preferably 0.1-3% of the composition but that the upper range may increase if the copolymer is included as part of a concentrate composition.
- the fabric conditioning compositions may include silicones, such as predominantly linear polydialkylsiloxanes, e.g., polydimethylsiloxanes; soil release polymers such as block copolymers of polyethylene oxide and terephthalate; fatty amines selected from the group consisting of primary fatty amines, secondary fatty amines, tertiary fatty amines and mixtures thereof; amphoteric surfactants; smectite type inorganic clays; anionic soaps; zwitterionic quaternary ammonium compounds and nonionic surfactants.
- silicones such as predominantly linear polydialkylsiloxanes, e.g., polydimethylsiloxanes
- soil release polymers such as block copolymers of polyethylene oxide and terephthalate
- fatty amines selected from the group consisting of primary fatty amines, secondary fatty amines, tertiary fatty amines and mixtures thereof
- the fabric conditioning compositions may also include an agent which produces a pearlescent appearance (e.g., an organic pearlizing compound such as ethylene glycol distearate, or inorganic pearlizing pigments such as microfine mica or titanium dioxide (TiO 2 ) coated mica.
- an agent which produces a pearlescent appearance e.g., an organic pearlizing compound such as ethylene glycol distearate, or inorganic pearlizing pigments such as microfine mica or titanium dioxide (TiO 2 ) coated mica.
- Other optional ingredients include emulsifiers, electrolytes (for example, sodium chloride or calcium chloride) preferably in the range from 5 to 500 ppm, optical brighteners or fluorescent agents preferably in the range from 0.01 to 5%, buffers, perfumes preferably from 0.1 to 5%, germicides, bactericides, and bacteriostatic agents.
- Bacteriostatic agents are preferably employed in the range from 1 to 1000 ppm, based on % active of such agent.
- the compositions may include water-soluble and/or water insoluble detergent builder salts, alkalinity buffers (e.g., monoethanolimine, triethanolimine, borax and the like), hydrotropes (e.g., ethanol, sodium xylene sulfonate, sodium cumene sulfonate and the like), clays, antisettling agents (e.g., aluminum stearate), soil-redeposition or anti-redeposition agents, optical brighteners, anti-foam agents and bactericides.
- alkalinity buffers e.g., monoethanolimine, triethanolimine, borax and the like
- hydrotropes e.g., ethanol, sodium xylene sulfonate, sodium cumene sulfonate and the like
- clays e.g., antisettling agents (e.g., aluminum stearate), soil-redeposition or anti-redeposition agents, optical brighteners, anti-foam agents and
- copolymers used in the compositions of the invention may be defined by the following formula I:
- A is a monomer capable of absorbing ultraviolet radiation in the 280-400 nanometer (nm) range and bearing the appropriate bifunctionality for incorporation into the main chains of the polymer.
- groups include planar aromatic based moieties such as aminobenzoate esters, anthranilate esters, salicylate esters, hydroxycinnamate esters, hydroxycarboalkoxybenzophenones, hydroxycarboalkoxydibenzoylmethanes, carboalkoxycinnamate esters, dihydroxy- and dicarboxyalkoxy benzophenones, dihydroxy- and dicarboxy- beznoylmethanes, dihydroxy-, dicarboalkoxy-, and hydroxycarboalkoxy- substituted betacarotenes, and dihydroxy-, dicarboalkoxy-, and hydroxycarboalkoxy substituted vitamin E derivatives;
- B is a hydrophilic monomer incorporated to confer hydrophilicity to hydrophobic surfaces
- C is a hydrophobic monomer incorporated to adjust the water solubility or water dispersability and binding strength to hydrophobic surfaces;
- n is at least 1 and may range from 1 to 500, preferably 50-500;
- n is at least 5 and may range from 5 to 500;
- p may be zero and may range from 0 to 500.
- p (defining the chain length of the hydrophobic monomer) should be at least 1 in order to ensure deposition of the polymer.
- the length of the hydrophilic monomer (B) or the percentage of B as a total percentage of copolymer is such that the resulting copolymer is too water soluble to effectively allow the UV monomer to absorb onto hydrophobic surfaces (i.e., of the fabric)
- p must always be greater than 0.
- p must be large enough to ensure that adsorption takes place while at the same time not So large as to preclude water dispersability.
- a careful balance must be maintained so that the copolymer is soluble enough to deliver normally insoluble UV monomer to a fabric surface yet the copolymer is sufficiently insoluble such that the delivered monomer can adsorb onto the fabric surface.
- the level of m is chosen to balance the water dispersability, substantivity and hydrophilic character of the deposited coating. In practice, a minimum value for m of approximately 5 is useful.
- the monomer A may comprise 0.05 to 99.9 mol % of the polymer, preferably 5-75%, most preferably 20-70 mol %
- the hydrophilic monomer B may comprise 0.05 to 49.9 mol % of the polymer, preferably 10 to 45% , most preferably 20-40 mol % of the polymer
- the hydrophobic monomer C if present, may comprise 0.05 to 49.9% mol % of the polymer, preferably 10 to 45%, most preferably 20-40%.
- A, B, and C are expressed above as a copolymer, it is to be understood that the places of A, B and C may be interchanged.
- block copolymers of the invention may be further defined by the following formula II: ##STR3## wherein:
- R is a difunctional aryl or alkyl group such as, for example, difunctional benzene or naphthalene, preferably difunctional benzene or a difunctional straight or branched alkyl chain containing 4 to 16 carbon atoms;
- R 1 is hydrogen or an aliphatic containing group having 1-20 carbons, preferably a straight-chained alkyl group having 1-12 carbons, most preferably 1 to 5 carbons, an aryl, an alkaryl, a secondary amine such as, for example, dialkylamine, an alkali metal sulfonate, an alkali metal carboxylate, an alkyl ether or a halogen atom;
- R 2 is a straight or branch chain alkoxy group having 1 to 16 carbons, preferably 1 to 4 carbons, or an aryloxy or a substituted aryloxy group;
- R 3 is a straight or branch chain alkyl group having 1 to 16 carbons, preferably a 1-3 carbons;
- R 4 is a UV absorbing monomer bearing the appropriate bifunctionality for incorporation into the main chain of the polymer.
- bifunctional is meant any UV absorbing monomer as defined above bearing at least the functional groups such as are well known in the art. Examples of such functional groups include, but are not limited to, amines, esters, carboxylic acids, hydroxyl groups etc.
- x which represents the number of monomeric units of the optional hydrophobic group, is selected such that the hydrophobe is present at 0-49.9 mol % of the polymer;
- y is selected such that the R 2 group is present at 0-49.9 mol % of the polymer
- z is selected such that the (OR 3 ) n group is present at 0-49.9 mol % of the mixture wherein n is an integer between 2 and 200, preferably 10 to 25; and
- w is selected such that the R 4 is present at 0.05 to 99.9 mol % of the polymer.
- w plus z must equal at least 0.05 mol %.
- the UV absorbing monomer (represented above by R 4 ) is a moiety bearing the appropriate bifunctionality for incorporation into the main chain of the polymer.
- the UV-absorbing monomer should absorb in the UVB (280-320 nm) and/or the UVA range (320-400 nm).
- Preferred monomers are either highly conjugated and/or poly(ene) based derivatives and/or aromatic-based derivatives bearing the appropriate difunctional groups.
- UVB and/or UVA absorbers examples include p-aminobenzoate esters, m-aminobenzoate esters, anthranilate esters, salicylate esters, 2, 3, and 4-hydroxycinnamate esters; 2,2',3,3' and 4,4'-dihydroxy and dicarboalkoxy benzophenones and isomeric mixtures thereof; 2,2', 3,3' and 4,4'-dihydroxy and dicarboalkoxydibenzoylmethanes and isomeric mixtures thereof; and 2,2',3,3', and 4,4'-dihydroxy- and dicarboalkoxydibenzalacetones.
- methyl 4-aminobenzoate is particularly preferred because of its ease of preparation and commercial availability.
- UV absorbing monomers which can suitably be used by those skilled in the art may be found in Shaath, N. A. Encyclopedia of UV Absorbers for Sunscreen Products, Cosmetics and Toiletries, pp. 21-39 (March, 1987)
- the UV absorbing monomer may be added as 0.05-99.9 mol % of the polymer, preferably 5-75% mol %, most preferably 20-70 mol %.
- the hydrophilic component (represented by R 2 and (OR 3 ) n ) is incorporated to confer hydrophilicity to naturally hydrophobic surfaces such as soiled cotton or polyester as well as to facilitate transfer of the polymer through an aqueous medium.
- Hydrophilic monomers which may be used include, but are not limited to the ⁇ , ⁇ -diols or alkylene glycols such as ethylene glycol, propylene glycol, butylene glycol, and mixtures of the three.
- Other hydrophilic monomers which may be used as R 2 are based on simple sugars or poly(saccharides), or ⁇ , ⁇ poly(ols) which may include glucose, sucrose, sorbitol or glycerol.
- R 2 is an ethylene glycol and (OR 3 ) n is a poly(ethylene glycol).
- Suitable polyethylene glycols are those manufactured by Union Carbide and sold under the CARBOWAX® tradename. Examples include CARBOWAX® 300, 600, 1000, 3350 and the like. It is not absolutely required that the ethylene glycol monomeric unit be present as part of the final copolymer although generally the molecule is present as 5-30 mol %, preferably 10-30% mol % of the polymer.
- this monomer is present as 5-45 mol %, preferably 20-45% of the polymer.
- the hydrophobic monomer which may be optionally incorporated is used to adjust the water solubility and binding strength of the copolymer to hydrophobic surfaces. As noted above, this monomer should be present if the UV absorbing monomer is water-soluble or if the percentage of y plus z (i.e., hydrophilic monomer) is so high that the polymer is too water soluble to absorb onto hydrophobic surfaces.
- Suitable hydrophobic monomers which may be used include long chain aliphatic ⁇ , ⁇ -diols, ⁇ , ⁇ -diamines, or ⁇ , ⁇ -dicarboxylates.
- hydrophobic monomers includes the aromatic 4,4'-phenylenediols, 4,4'-biphenols, or 4,4'-dihydroxydiphenyl ethers, as well as the analogous dicarboxy or diamino species.
- Especially preferred monomers are terephthalic acid and hexanedioic acid.
- These monomers are generally added as 0.05-49.9 mol % of the reaction mixture, preferably 10-45 mol %.
- the UV absorbing monomer is methyl 4-aminobenzoate
- the hydrophilic monomer is a mixture of poly(ethylene glycol) and ethylene glycol
- the hydrophobic monomer is dimethyl terephthalic acid.
- the molecular weight of the copolymers may range from oligomers of about 750 to polymers of about 100,000, preferably 1000 to 15,000, and most preferably 2000 to about 10,000.
- the ratio of monomers can vary broadly depending upon the end use requirements such as whether the polymer is being used for soil release, antiredeposition, or enzyme stabilization.
- the copolymers of the present invention may be based upon the condensation product of dimethyl terephthalate, ethylene glycol, poly(ethylene glycol), and methyl 4-aminobenzoate.
- the polyethylene glycol used will generally have a molecular weight ranging from about 200 to about 10,000.
- the hydrophobic poly(ethylene terephthalate) unit has been incorporated to adhere the polymer to hydrophobic surfaces such as oily soil residue on cotton fabric or polyester-based fabric.
- the hydrophilic poly(ethylene glycol) unit has been incorporated to facilitate polymer transfer through an aqueous medium and to modify a hydrophobic surface to a more hydrophilic state, thereby deterring oily soil build-up.
- the methyl 4-aminobenzoate unit has been incorporated primarily to provide anti-fading benefits. The methyl 4-aminobenzoate was obtained commercially.
- Polymers were obtained by charging the reaction vessel with 1 eq of dimethyl terephthalate, 2 eq. of the ethylene glycolpoly(ethylene glycol) mixture, 0.5-3 eq. of 4-aminobenzoate, and suitable catalysts such as Ca(OAc) 2 .
- the contents of the reaction vessel were heated between 175°-220° C. for between 26-30 hours.
- the resulting materials ranged in molecular weight from 1,000-15,000 and absorbed UV light in the UVB (280-320 nm) range.
- the reaction vessel was purged with nitrogen and was heated at 175° C. for 2 h. The temperature was raised to 205° C., at which point MeOH began to distill off, and was heated at that temperature for 5 h. The temperature was further raisedto 220° C. and heated at that temperature for an additional 19 h. The reaction mixture was allowed to cool to room temperature, where upon the polymer was removed. Optionally, the reaction mixture was allowed to cool 80° C., and was placed under vacuum (2 torr). The reaction mixture was reheated to 220° C., and was kept at that temperature for 4 h. The vacuum was removed and the reaction mixture was allowed to cool to room temperature under nitrogen.
- Solutions of anti-fade polymers of the present invention were prepared by dissolving 2 g of anti-fade polymer in 50 g of chloroform. Solutions were sprayed from a Humbrol Spray Gun onto 10 ⁇ 15 cm swatches of green cotton. Approximately 0.04 g of the anti-fade polymers were deposited ontoeach test cloth. The test swatches were exposed to simulated solar radiation via an Atlas Ci65a Weather-O-meter for 45 h. The spectral output(xenon arc radiation filtered through borosilicate glass) approximates Miami (25°46' north latitude) daylight. Test conditions meet BS 1006 and DIN standards for light fastness testing.
- Anti-fade protection was assessed by reflectance spectroscopy using an ICS Micromatch Reflectance Spectrophotometer. The percent anti-fade protection was calculated as the change in reflectance (Ks) from the untreated to the treated cloths, relative to the untreated cloths, i.e.,
- This Example shows that, of the polymers from Table 1 tested, anti-fade protection ranging from 2.6-30% increases were found.
- the Example shows that a UV absorbing monomer can be incorporated into a water-dispersible or water-soluble copolymer which can be used in a solvent vehicle and thatthe copolymer will provide anti-fading effect.
- the polymers cause no noticeable staining of the fabric.
- Solutions of anti-fade polymers of the present invention were prepared by dissolving 2 g of anti-fade polymer in 50 g of chloroform. Solutions were sprayed from a Humbrol Spray Gun onto 10 ⁇ 15 cm swatches of blue polyester. Approximately 0.04 g of the anti-fade polymers were deposited onto each test cloth. The test swatches were exposed to simulated solar radiation via an Atlas Ci65a Weather-O-Meter for 45 h. The spectral output(xenon arc radiation filtered through borosilicate glass) approximates Miami (25°46' north latitude) daylight. Test conditions meet BS 1006 and DIN standards for light fastness testing.
- Anti-fade protection was assessed by reflectance spectroscopy using an ICS Micromatch Reflectance Spectrophotometer. The percent anti-fade protection was calculated as the change in reflectance (Ks) from the untreated to the treated cloths, relative to the untreated cloths, i.e.,
- Rinse conditioners containing 5% w/w Arquad 2HT (dihardened tallow dimethylammonium chloride) softener and 2.5% w/w anti-fade polymer were prepared by adding a neat mixture of the melted solids to 70° C. water with vigorous agitation. These fabric care formulations were used ata concentration of 4 g/L on 10 g swatches of blue polyester. The rinse treatment was carried out in a terg-o-tometer at 60 rpm with 21° C.demineralized water for 5 min. The polyester fabric pieces were spun and line dried. These test swatches were exposed to simulated solar radiation via an Atlas Ci65a Weather-O-Meter for 45 h.
- Arquad 2HT hardened tallow dimethylammonium chloride
- the spectral output (xenon arc radiation filtered through borosilicate glass) approximates Miami (25°46' north latitude) daylight. Test conditions meet BS 1006 and DIN standards for light fastness testing. Anti-fade protection was assessed by reflectance spectroscopy using an ICS Micromatch Reflectance Spectrophotometer. The percent anti-fade protection was calculated as the change in reflectance (Ks) from the untreated to the treated cloths, relative to the untreated cloths, i.e.,
- Example 5 This Example is similar to Example 5 and demonstrates that a UV absorbing monomer can be incorporated into a fabric care composition and can impart anti-fading effect.
- Rinse conditioners containing 5% w/w dihardened tallow dimethylammonium chloride softener (Arquad 2HT) and 1% w/w anti-fade polymer were prepared by adding a neat mixture of the melted solids to 70° C. water with vigorous agitation. These fabric care formulations were used at a concentration of 2mL/L on 3" ⁇ 10" swatches of virgin polyester. The rinse treatment was carried out in a terg-o-tometer at 60 rpm with 21° C. demineralized water for 5 min. The polyester fabrics were line dried. The test cloths were stained with a 100 ⁇ L solution of 0.06% w/w sudan red in olive oil, and left to wick for four days.
- Baselinereflectance data were obtained using an ICS Micromatch Reflectance Spectrophotometer.
- the test cloths were rewashed in a terg-o-tometer at 40° C. with 5 g/L of a commercially available laundry detergent for15 min., rinsed at 21° C. for 5 min., and line dried. Soil release benefit from the anti-fade polymers was assessed by redetermining reflectance.
- the percent detergency i.e., soil release
- Ks change in reflectance
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
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US08/070,033 US5330672A (en) | 1991-07-17 | 1993-05-28 | Fabric care composition comprising water soluble or water-dispersible copolymer containing UV-absorbing monomer |
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US73159691A | 1991-07-17 | 1991-07-17 | |
US08/070,033 US5330672A (en) | 1991-07-17 | 1993-05-28 | Fabric care composition comprising water soluble or water-dispersible copolymer containing UV-absorbing monomer |
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US08/070,033 Expired - Lifetime US5330672A (en) | 1991-07-17 | 1993-05-28 | Fabric care composition comprising water soluble or water-dispersible copolymer containing UV-absorbing monomer |
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US (1) | US5330672A (es) |
EP (1) | EP0523956B2 (es) |
AU (1) | AU663322B2 (es) |
BR (1) | BR9202740A (es) |
CA (1) | CA2073791C (es) |
DE (1) | DE69208549T3 (es) |
ES (1) | ES2085570T5 (es) |
ZA (1) | ZA925368B (es) |
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US5484549A (en) * | 1993-08-30 | 1996-01-16 | Ecolab Inc. | Potentiated aqueous ozone cleaning composition for removal of a contaminating soil from a surface |
US5567444A (en) * | 1993-08-30 | 1996-10-22 | Ecolab Inc. | Potentiated aqueous ozone cleaning and sanitizing composition for removal of a contaminating soil from a surface |
US5652051A (en) * | 1995-02-27 | 1997-07-29 | Kimberly-Clark Worldwide, Inc. | Nonwoven fabric from polymers containing particular types of copolymers and having an aesthetically pleasing hand |
US6010539A (en) * | 1996-04-01 | 2000-01-04 | E. I. Du Pont De Nemours And Company | Cleaning formulations for textile fabrics |
US6046330A (en) * | 1998-04-24 | 2000-04-04 | Qinghong; Jessica Ann | Complexes of ultraviolet absorbers and quaternary ammonium compounds which are substantially free from unwanted salts |
US6071869A (en) * | 1996-08-16 | 2000-06-06 | E. I. Du Pont De Nemours And Company | Fabric cleaning formulations |
US6159918A (en) * | 1998-12-16 | 2000-12-12 | Unilever Home & Personal Care U.S.A., Division Of Conopco, Inc. | Transparent/translucent liquid enzyme compositions in clear bottles comprising UV absorber |
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ATE235544T1 (de) * | 1996-10-30 | 2003-04-15 | Procter & Gamble | Gewebeweichmacherzusammensetzungen |
ID21880A (id) * | 1997-01-10 | 1999-08-05 | Unilever Nv | Komposisi-komposisi pengolah kain |
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EP2692842B1 (en) * | 2012-07-31 | 2014-07-30 | Unilever PLC | Concentrated liquid detergent compositions |
WO2014019903A1 (en) | 2012-07-31 | 2014-02-06 | Unilever Plc | Alkaline liquid laundry detergent compositions comprising polyesters |
PL2880073T3 (pl) | 2012-07-31 | 2021-05-31 | Clariant International Ltd | Poliestry |
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US5567444A (en) * | 1993-08-30 | 1996-10-22 | Ecolab Inc. | Potentiated aqueous ozone cleaning and sanitizing composition for removal of a contaminating soil from a surface |
US5484549A (en) * | 1993-08-30 | 1996-01-16 | Ecolab Inc. | Potentiated aqueous ozone cleaning composition for removal of a contaminating soil from a surface |
US5652051A (en) * | 1995-02-27 | 1997-07-29 | Kimberly-Clark Worldwide, Inc. | Nonwoven fabric from polymers containing particular types of copolymers and having an aesthetically pleasing hand |
US20060058216A1 (en) * | 1996-03-22 | 2006-03-16 | Toan Trinh | Concentrated, stable, preferably clear, fabric softening composition |
US20060058215A1 (en) * | 1996-03-22 | 2006-03-16 | Toan Trinh | Concentrated, stable, preferably clear, fabric softening composition |
US6010539A (en) * | 1996-04-01 | 2000-01-04 | E. I. Du Pont De Nemours And Company | Cleaning formulations for textile fabrics |
US6071869A (en) * | 1996-08-16 | 2000-06-06 | E. I. Du Pont De Nemours And Company | Fabric cleaning formulations |
US6046330A (en) * | 1998-04-24 | 2000-04-04 | Qinghong; Jessica Ann | Complexes of ultraviolet absorbers and quaternary ammonium compounds which are substantially free from unwanted salts |
US6630437B1 (en) * | 1998-12-16 | 2003-10-07 | Unilever Home & Personal Care Usa , Division Of Conopco, Inc. | Transparent/translucent liquid compositions in clear bottles comprising colorant and fluorescent dye or UV absorber |
US6159918A (en) * | 1998-12-16 | 2000-12-12 | Unilever Home & Personal Care U.S.A., Division Of Conopco, Inc. | Transparent/translucent liquid enzyme compositions in clear bottles comprising UV absorber |
US20050049163A1 (en) * | 1999-07-23 | 2005-03-03 | Akbarian Fatemeh H. | Dry-cleaning processes and components therefor |
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US10111574B2 (en) | 2014-01-24 | 2018-10-30 | The Procter & Gamble Company | Method for treating dishware |
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Also Published As
Publication number | Publication date |
---|---|
EP0523956B1 (en) | 1996-02-28 |
ZA925368B (en) | 1994-01-17 |
ES2085570T5 (es) | 1999-04-16 |
CA2073791A1 (en) | 1993-01-18 |
BR9202740A (pt) | 1993-03-23 |
EP0523956B2 (en) | 1999-02-03 |
DE69208549T3 (de) | 1999-04-22 |
ES2085570T3 (es) | 1996-06-01 |
DE69208549D1 (de) | 1996-04-04 |
EP0523956A2 (en) | 1993-01-20 |
DE69208549T2 (de) | 1996-08-01 |
AU663322B2 (en) | 1995-10-05 |
CA2073791C (en) | 1997-11-18 |
AU2037092A (en) | 1993-01-21 |
EP0523956A3 (en) | 1993-08-25 |
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